CompChem-Database: compound details

CompChem-Database: details for selected entry

DB12757 (10543)

Formula C₂₀H₂₅N₅O₆S

MW 463.51

InChIKey QXOPTIPQEVJERB-CPBLVDSONA-N

Entry_Date 2023-09-01

Net_Charge 0

Number_Atoms 57

Number_Heavy_Atoms 32

Number_Rings 3

Number_Bonds 59

Rotat_Bonds 12

Unbranched_Chain 2

Chiral_Centers 2

ONatoms 11

HB_Donor 6

HB_Acceptor 6

OpenEye_HB_Donors 7

OpenEye_HB_Acceptors 5

Lipinski_HB_Donors 6

Lipinski_HB_Acceptors 11

Lipinski_Violations 2

XLogP3 0

XLogP -1.02

logP 2.0969

PSA 215.74

MR 121.874

ABS 0.17

Solubility soluble

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -220.05761

PM7_Total_Energy_ev -5675.20321

PM7_Electronic_Energy_ev -47231.214

PM7_Dipole_Debye 7.51382

PM7_Point_Group C1

PM7_HOMO_Energy_ev -8.445

PM7_LUMO_Energy_ev -0.87

PM7_COSMO_Area_square_ang 442.87

PM7_COSMO_Volue_cubic_ang 527.91

PM7_Electron_Affinity_ev 0.87

PM7_Ionization_Energy_ev 8.445

PM7_Energy_Gap_ev 7.575

PM7_Global_Hardness_ev 3.7875

PM7_Global_Softness_ev 0.264026402640264

PM7_Chemical_Potential_ev -4.6575

PM7_Electronigativity_ev 4.6575

PM7_Back_Donation_Energy_ev -0.946875

PM7_Electrophilicity_ev 2.863670792079208

OPENEYE_Name (2~{S})-2-[[5-[2-[(6~{S})-2-amino-4-oxo-5,6,7,8-tetrahydro-3~{H}-pyrido[2,3-d]pyrimidin-6-yl]ethyl]-4-methyl-thiophene-2-carbonyl]amino]pentanedioic acid

SMILES c1c(c(sc1C(=O)NC(C(=O)O)CCC(=O)O)CCC2Cc3c(nc([nH]c3=O)N)NC2)C

Canonical_SMILES OC(=O)CC[C@@H](C(=O)O)NC(=O)c1cc(c(s1)CC[C@@H]1CNc2c(C1)c(=O)[nH]c(n2)N)C

InChI 1/C20H25N5O6S/c1-9-6-14(18(29)23-12(19(30)31)3-5-15(26)27)32-13(9)4-2-10-7-11-16(22-8-10)24-20(21)25-17(11)28/h6,10,12H,2-5,7-8H2,1H3,(H,23,29)(H,26,27)(H,30,31)(H4,21,22,24,25,28)/f/h22-23,25-26,30H,21H2

InChI_3D 1S/C20H25N5O6S/c1-9-6-14(18(29)23-12(19(30)31)3-5-15(26)27)32-13(9)4-2-10-7-11-16(22-8-10)24-20(21)25-17(11)28/h6,10,12H,2-5,7-8H2,1H3,(H,23,29)(H,26,27)(H,30,31)(H4,21,22,24,25,28)/t10-,12-/m0/s1

AuxInfo 1/1/N:15,18,19,16,17,1,12,13,2,14,5,20,4,3,10,6,7,9,11,8,24,22,25,21,23,28,30,26,27,29,31,32/E:(26,27)(30,31)/F:15,18,19,16,17,1,12,13,2,14,5,20,4,3,10,6,7,9,11,8,24,22,25,21,23,30,28,26,27,31,29,32/rA:57cCCCCCCCCCCCCCCCCCCCCNNNNNOOOOOOSHHHHHHHHHHHHHHHHHHHHHHHHH/rB:s1;d1;d2;;d5;s5;;s3;;;s5;;s12s13;s2;s4;s10;s14s16;s17;s11s19;s6d8;s6s13;s7s8;s8;s9s20;d7;d9;d10;d11;s10;s11;s3s4;s1;s12;s12;s13;s13;s14;s15;s15;s15;s16;s16;s17;s17;s18;s18;s19;s19;s20;s22;s23;s24;s24;s25;s30;s31;/rC:1.3379,6.1504,0;.7224,5.3604,0;2.2771,5.8072,0;1.2815,4.5295,0;-1.739,1.0035,0;-1.7377,-.0022,0;-2.6069,1.5113,0;-3.4748,-.0022,0;3.1051,6.3678,0;6.3459,9.6078,0;3.3011,8.754,0;-.8736,1.5102,0;;-.0013,1.0057,0;-.277,5.3952,0;.9394,3.5898,0;5.5178,9.0472,0;.5974,2.6501,0;4.6898,8.4865,0;3.8617,7.9259,0;-2.6069,-.5,0;-.871,-.5011,0;-3.4748,1.0035,0;-4.9891,-.8794,0;3.0336,7.3653,0;-2.6069,2.5113,0;4.0047,5.931,0;6.2744,10.6053,0;2.3036,8.6825,0;7.2455,9.171,0;3.7379,9.6535,0;2.2469,4.8073,0;1.2001,6.631,0;-1.1965,1.892,0;-.5528,1.8937,0;.4924,.087,0;.1707,-.4699,0;.4912,.9192,0;-.2944,4.8955,0;-.2596,5.8949,0;-.7767,5.4126,0;1.4093,3.4187,0;.4696,3.7608,0;5.2375,9.4612,0;5.7982,8.6332,0;.1275,2.8212,0;1.0672,2.4791,0;4.4095,8.9006,0;4.9701,8.0725,0;4.142,7.5119,0;-.8711,-1.0011,0;-3.9085,1.2522,0;-4.9884,-1.3793,0;-5.4225,-.63,0;2.5839,7.5837,0;7.6595,9.4513,0;3.4576,10.0676,0;

Duplicates DB12757

mol2_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000012750-0000012999/DB12757.mol2

pdbqt_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000012750-0000012999/DB12757.pdbqt

sdf_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000012750-0000012999/DB12757.sdf

Formula	C₂₀H₂₅N₅O₆S
MW	463.51
InChIKey	QXOPTIPQEVJERB-CPBLVDSONA-N
Entry_Date	2023-09-01
Net_Charge	0
Number_Atoms	57
Number_Heavy_Atoms	32
Number_Rings	3
Number_Bonds	59
Rotat_Bonds	12
Unbranched_Chain	2
Chiral_Centers	2
ONatoms	11
HB_Donor	6
HB_Acceptor	6
OpenEye_HB_Donors	7
OpenEye_HB_Acceptors	5
Lipinski_HB_Donors	6
Lipinski_HB_Acceptors	11
Lipinski_Violations	2
XLogP3	0
XLogP	-1.02
logP	2.0969
PSA	215.74
MR	121.874
ABS	0.17
Solubility	soluble
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-220.05761
PM7_Total_Energy_ev	-5675.20321
PM7_Electronic_Energy_ev	-47231.214
PM7_Dipole_Debye	7.51382
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-8.445
PM7_LUMO_Energy_ev	-0.87
PM7_COSMO_Area_square_ang	442.87
PM7_COSMO_Volue_cubic_ang	527.91
PM7_Electron_Affinity_ev	0.87
PM7_Ionization_Energy_ev	8.445
PM7_Energy_Gap_ev	7.575
PM7_Global_Hardness_ev	3.7875
PM7_Global_Softness_ev	0.264026402640264
PM7_Chemical_Potential_ev	-4.6575
PM7_Electronigativity_ev	4.6575
PM7_Back_Donation_Energy_ev	-0.946875
PM7_Electrophilicity_ev	2.863670792079208
OPENEYE_Name	(2~{S})-2-[[5-[2-[(6~{S})-2-amino-4-oxo-5,6,7,8-tetrahydro-3~{H}-pyrido[2,3-d]pyrimidin-6-yl]ethyl]-4-methyl-thiophene-2-carbonyl]amino]pentanedioic acid
SMILES	c1c(c(sc1C(=O)NC(C(=O)O)CCC(=O)O)CCC2Cc3c(nc([nH]c3=O)N)NC2)C
Canonical_SMILES	OC(=O)CC[C@@H](C(=O)O)NC(=O)c1cc(c(s1)CC[C@@H]1CNc2c(C1)c(=O)[nH]c(n2)N)C
InChI	1/C20H25N5O6S/c1-9-6-14(18(29)23-12(19(30)31)3-5-15(26)27)32-13(9)4-2-10-7-11-16(22-8-10)24-20(21)25-17(11)28/h6,10,12H,2-5,7-8H2,1H3,(H,23,29)(H,26,27)(H,30,31)(H4,21,22,24,25,28)/f/h22-23,25-26,30H,21H2
InChI_3D	1S/C20H25N5O6S/c1-9-6-14(18(29)23-12(19(30)31)3-5-15(26)27)32-13(9)4-2-10-7-11-16(22-8-10)24-20(21)25-17(11)28/h6,10,12H,2-5,7-8H2,1H3,(H,23,29)(H,26,27)(H,30,31)(H4,21,22,24,25,28)/t10-,12-/m0/s1
AuxInfo	1/1/N:15,18,19,16,17,1,12,13,2,14,5,20,4,3,10,6,7,9,11,8,24,22,25,21,23,28,30,26,27,29,31,32/E:(26,27)(30,31)/F:15,18,19,16,17,1,12,13,2,14,5,20,4,3,10,6,7,9,11,8,24,22,25,21,23,30,28,26,27,31,29,32/rA:57cCCCCCCCCCCCCCCCCCCCCNNNNNOOOOOOSHHHHHHHHHHHHHHHHHHHHHHHHH/rB:s1;d1;d2;;d5;s5;;s3;;;s5;;s12s13;s2;s4;s10;s14s16;s17;s11s19;s6d8;s6s13;s7s8;s8;s9s20;d7;d9;d10;d11;s10;s11;s3s4;s1;s12;s12;s13;s13;s14;s15;s15;s15;s16;s16;s17;s17;s18;s18;s19;s19;s20;s22;s23;s24;s24;s25;s30;s31;/rC:1.3379,6.1504,0;.7224,5.3604,0;2.2771,5.8072,0;1.2815,4.5295,0;-1.739,1.0035,0;-1.7377,-.0022,0;-2.6069,1.5113,0;-3.4748,-.0022,0;3.1051,6.3678,0;6.3459,9.6078,0;3.3011,8.754,0;-.8736,1.5102,0;;-.0013,1.0057,0;-.277,5.3952,0;.9394,3.5898,0;5.5178,9.0472,0;.5974,2.6501,0;4.6898,8.4865,0;3.8617,7.9259,0;-2.6069,-.5,0;-.871,-.5011,0;-3.4748,1.0035,0;-4.9891,-.8794,0;3.0336,7.3653,0;-2.6069,2.5113,0;4.0047,5.931,0;6.2744,10.6053,0;2.3036,8.6825,0;7.2455,9.171,0;3.7379,9.6535,0;2.2469,4.8073,0;1.2001,6.631,0;-1.1965,1.892,0;-.5528,1.8937,0;.4924,.087,0;.1707,-.4699,0;.4912,.9192,0;-.2944,4.8955,0;-.2596,5.8949,0;-.7767,5.4126,0;1.4093,3.4187,0;.4696,3.7608,0;5.2375,9.4612,0;5.7982,8.6332,0;.1275,2.8212,0;1.0672,2.4791,0;4.4095,8.9006,0;4.9701,8.0725,0;4.142,7.5119,0;-.8711,-1.0011,0;-3.9085,1.2522,0;-4.9884,-1.3793,0;-5.4225,-.63,0;2.5839,7.5837,0;7.6595,9.4513,0;3.4576,10.0676,0;
Duplicates	DB12757
mol2_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000012750-0000012999/DB12757.mol2
pdbqt_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000012750-0000012999/DB12757.pdbqt
sdf_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000012750-0000012999/DB12757.sdf